Please keep in mind that this is merely my opinion, and this will be almost strictly horror. You could say "What's Halloween without Hocus Pocus and Halloweentown?"
and that's fine but also cliched and not horror. This is not a list of my favorite horror movies by any means either, just a list of great ones I think are fun to watch at Halloween time and give me that sense of Horrorween
(my new favorite word btw). I have also included some horror television in here as well just for the short attention span people (aka me).
In no particular order...
"It's Halloween night, and slacker video clerk Stan Helsing along with his insanely sexy ex-girlfriend, best buddy and an exotic dancer/'massage therapist' - detours into a town cursed by the biggest monsters in movie history: Freddy, Jason, Pinhead, Leatherface, Chucky, & Michael Myers."
"A troupe of actors hired for a haunted house attraction soon find that they are working in a true house of horror."
"A newcomer to a Catholic prep high school falls in with a trio of outcast teenage girls who practice witchcraft and they all soon conjure up various spells and curses against those who even slightly anger them."
Night of the Living Dead
"There is panic throughout the nation as the dead suddenly come back to life. The film follows a group of characters who barricade themselves in an old farmhouse in an attempt to remain safe from these flesh eating monsters."
"A young couple staying in an isolated vacation home are terrorized by three unknown assailants."
"A college student suspects a series of bizarre deaths are connected to certain urban legends."
A Nightmare on Elm Street
"Several people are hunted by a cruel serial killer who kills his victims in their dreams. While the survivors are trying to find the reason for being chosen, the murderer won't lose any chance to kill them as soon as they fall asleep."
Friday the 13th
"A group of young adults discover a boarded up Camp Crystal Lake, where they soon encounter Jason Voorhees and his deadly intentions."
"A caving expedition goes horribly wrong, as the explorers become trapped and ultimately pursued by a strange breed of predators."
"A year after the murder of her mother, a teenage girl is terrorized by a new killer, who targets the girl and her friends by using horror films as part of a deadly game."
Okay, let's take a break from movies and get into the TV section!
The Twilight Zone
"The Hitch-Hiker" - Season 1, Episode 16
"A young woman driving cross country becomes frantic when she keeps passing the same man on the side of the road. No matter how fast she drives the man is always up ahead, hitching her for a ride."
"The Invaders" - Season 2, Episode 15
"When a woman investigates a clamor on the roof of her rural house, she discovers a small UFO and little aliens emerging from it. Or so it seems."
"Head Over Heels" - Season 5, Episode 6
"The Headless Horseman from the Legend of Sleepy Hollow is haunting Melinda and when the legendary book mysteriously shows up at Aiden's school Melinda becomes worried for Aiden's safety."
Masters of Horror
"Incident On and Off a Mountain Road" - Season 1, Episode 1
"When Ellen's car breaks down on a deserted mountain road in the middle of nowhere, she encounters a monster-like man who is intent on killing her. Ellen will not go down without a fight and the game of cat-and-mouse soon shifts as Ellen fights back."
"Cigarette Burns" - Season 1, Episode 8
"With a torrid past that haunts him, a movie theatre owner is hired to search for the only existing print of a film so notorious that its single screening caused the viewers to become homicidally insane."
Tales From the Darkside
"Trick or Treat" - Pilot
"Town miser Gideon Hackles spends Halloween hiding IOU's in his house, which he then rigs as haunted and invites local kids to search for the IOU's so he can scare them. This year, he gets his comeuppance."
"The Last Car" - Season 2, Episode 19
"A pretty university student named Stacey waits to board a train that will take her home for Thanksgiving. However Stacey soon discovers there is something unusual and terrifying about the last car of this train."
"The Girl Who Cried Monster" - Season 1, Episode 4
"Lucy enjoys frightening people, particularly her little brother, with tales of monsters, but when she finally sees a real monster, no-one will believe her."
"Attack of the Jack-O-Lanterns" - Season 2, Episode 10
"When Drew's friends, Shane and Shana, pay her a visit, they offer to help her scare local bullies, Tabitha and Lee on Halloween. However, the evening turns terrifying when two jack-o'-lantern headed ghouls attack."
Tales From the Crypt
"Horror in the Night" - Season 7, Episode 5
"A double-crossing jewel thief is shot and hides out in a hotel where he starts to hallucinate about a mysterious beautiful woman."
"Only Skin Deep" - Season 6, Episode 2
"A violent, hot-tempered man goes to a Halloween party hosted by his ex-wife, where he meets a mysterious but beautiful masked woman who needs more help than he does."
"House of Horror" - Season 5, Episode 7
"Three pledges for a fraternity are visited by a beautiful young sorority gal, who is looking for a frat to pledge her own sorority ends up tagging along with the pledges to an abandoned house where an "urban legend" murder took place years before."
"Surprise Party" - Season 6, Episode 11
"No-count Ray Wells kills his dying father so he can inherit an old ruined farmhouse. Unbeknownst to Ray, said farmhouse has a nightmarish legacy attached to it."
Freddy vs Jason
"Freddy Krueger and Jason Voorhees return to terrorize the teenage population. Except this time, they're out to get each other, too."
"A teenage slacker's right hand becomes possessed with murderous intent."
"A murderer begins killing off teenagers at a horror movie marathon they have organized in an abandoned theater."
Tales of Halloween
"Ten stories are woven together by their shared theme of Halloween night in an American suburb, where ghouls, imps, aliens and axe murderers appear for one night only to terrorize unsuspecting residents."
Night of the Demons
"Ten teenagers party at an abandoned funeral parlor on Halloween night. When an evil force awakens, demonic spirits keep them from leaving and turn their gathering into a living Hell."
All Hallows' Eve
"A babysitter finds a VHS tape which features various sinister murders performed by a psychotic clown."
"Fifteen years after murdering his sister on Halloween night 1963, Michael Myers escapes from a mental hospital and returns to the small town of Haddonfield to kill again."
Trick 'r Treat
"Five interwoven stories that occur on Halloween: An everyday high school principal has a secret life; a college virgin might have just met the guy for her; a group of teenagers pull a mean prank; a woman who loathes the night has to contend with her holiday-obsessed husband; and a mean old man meets his match with a demonic, supernatural trick-or-treater."